When did momondo last update prices for flights from Illinois to Anguilla?

Prices for flights from Illinois to Anguilla refresh daily.

How many operators does momondo search for flights from Illinois to Anguilla?

As of October 2026, there is 1 operator available to choose from for flights from Illinois to Anguilla.

How old do you have to be to fly from Illinois to Anguilla?

Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Illinois to Anguilla.

What documentation or ID do you need to fly to Anguilla?

The required travel and health documents for your Anguilla trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Anguilla. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

$430 Cheap Flights from Illinois to Anguilla in 2026/27

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Illinois to Anguilla

Round-trip

One-way

Cheap round-trip flights

Enter your travel dates to find the best prices.

6:59 am - 5:05 pmORD Chicago O'Hare Intl-AXA The Valley Wallblake Intl

8h 06m1 stop Miami

5:45 pm - 8:00 amAXA The Valley Wallblake Intl-ORD Chicago O'Hare Intl

16h 15m1 stop Miami

$646American Airlines

Tue, Nov 10 - Tue, Nov 17

7:50 pm - 2:54 pmORD Chicago O'Hare Intl-AXA The Valley Wallblake Intl

17h 04m1 stop Miami

3:34 pm - 12:53 amAXA The Valley Wallblake Intl-ORD Chicago O'Hare Intl

11h 19m1 stop Miami

$646American Airlines

Tue, Dec 8 - Tue, Dec 15

7:50 pm - 2:57 pmORD Chicago O'Hare Intl-AXA The Valley Wallblake Intl

17h 07m1 stop Miami

3:37 pm - 12:44 amAXA The Valley Wallblake Intl-ORD Chicago O'Hare Intl

11h 07m1 stop Miami

$646American Airlines

Tue, Dec 8 - Tue, Dec 15

9:06 pm - 2:57 pmORD Chicago O'Hare Intl-AXA The Valley Wallblake Intl

15h 51m2 stops Charlotte Douglas Miami

5:45 pm - 7:27 amAXA The Valley Wallblake Intl-ORD Chicago O'Hare Intl

15h 42m2 stops Miami Philadelphia

$651American Airlines

Tue, Dec 8 - Tue, Dec 15

7:00 am - 4:55 pmORD Chicago O'Hare Intl-AXA The Valley Wallblake Intl

7h 55m1 stop Miami

5:35 pm - 9:30 amAXA The Valley Wallblake Intl-ORD Chicago O'Hare Intl

17h 55m1 stop Miami

$651American Airlines

Wed, Jan 13 - Wed, Jan 20

6:59 am - 5:05 pmORD Chicago O'Hare Intl-AXA The Valley Wallblake Intl

8h 06m1 stop Miami

5:45 pm - 9:00 amAXA The Valley Wallblake Intl-ORD Chicago O'Hare Intl

17h 15m2 stops Miami Charlotte Douglas

$651American Airlines

Tue, Nov 10 - Tue, Nov 17

9:06 pm - 2:54 pmORD Chicago O'Hare Intl-AXA The Valley Wallblake Intl

15h 48m2 stops Charlotte Douglas Miami

5:39 pm - 12:53 amAXA The Valley Wallblake Intl-ORD Chicago O'Hare Intl

9h 14m1 stop Miami

$651American Airlines

Tue, Dec 8 - Tue, Dec 15

8:45 am - 2:25 pmORD Chicago O'Hare Intl-AXA The Valley Wallblake Intl

27h 40m3 stops Toronto Pearson Intl Montreal Pierre Elliott Trudeau Intl Simpson Bay Princess Juliana

3:30 pm - 5:03 pmAXA The Valley Wallblake Intl-ORD Chicago O'Hare Intl

27h 33m3 stops Simpson Bay Princess Juliana San Juan Luis Munoz Marin Intl Orlando

$1,091Multiple Airlines

Tue, Nov 10 - Tue, Nov 17

7:50 pm - 5:35 pmORD Chicago O'Hare Intl-AXA The Valley Wallblake Intl

19h 45m2 stops Newark Saint Thomas Island Cyril E King

9:46 am - 7:05 pmAXA The Valley Wallblake Intl-ORD Chicago O'Hare Intl

11h 19m2 stops Saint Thomas Island Cyril E King Washington, D.C. Dulles Intl

$1,678United Airlines

Mon, Jan 25 - Thu, Jan 28

9:20 pm - 5:35 pmORD Chicago O'Hare Intl-AXA The Valley Wallblake Intl

18h 15m2 stops Newark Saint Thomas Island Cyril E King

9:46 am - 6:45 pmAXA The Valley Wallblake Intl-ORD Chicago O'Hare Intl

10h 59m1 stop Saint Thomas Island Cyril E King

$1,678United Airlines

Mon, Jan 25 - Thu, Jan 28

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American Airlines flights from Illinois to Anguilla

Our best American Airlines deals on Illinois to Anguilla flight tickets

American Airlines

Dec 8

ORD7:50 pmChicago O'Hare Intl

17h 04m

1 stop

AXA2:54 pmThe Valley Wallblake Intl

Dec 15

AXA3:34 pmThe Valley Wallblake Intl

11h 19m

1 stop

ORD12:53 amChicago O'Hare Intl

$646

American Airlines

Dec 8

ORD9:06 pmChicago O'Hare Intl

15h 48m

2 stops

AXA2:54 pmThe Valley Wallblake Intl

Dec 15

AXA5:39 pmThe Valley Wallblake Intl

15h 51m

2 stops

ORD7:30 amChicago O'Hare Intl

$651

American Airlines

Feb 24

ORD5:18 amChicago O'Hare Intl

9h 28m

2 stops

AXA4:46 pmThe Valley Wallblake Intl

Mar 3

AXA5:26 pmThe Valley Wallblake Intl

16h 16m

1 stop

ORD7:42 amChicago O'Hare Intl

$656

United Airlines flights from Illinois to Anguilla

Our best United Airlines deals on Illinois to Anguilla flight tickets

United Airlines

Jan 25

ORD7:50 pmChicago O'Hare Intl

19h 45m

2 stops

AXA5:35 pmThe Valley Wallblake Intl

Jan 28

AXA9:46 amThe Valley Wallblake Intl

11h 19m

2 stops

ORD7:05 pmChicago O'Hare Intl

$1,678

United Airlines

Jan 25

ORD9:20 pmChicago O'Hare Intl

18h 15m

2 stops

AXA5:35 pmThe Valley Wallblake Intl

Jan 28

AXA9:46 amThe Valley Wallblake Intl

10h 59m

1 stop

ORD6:45 pmChicago O'Hare Intl

$1,684

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

Quickest round-trip

ChicagoThe Valley

ORD Chicago O'Hare Intl - AXA The Valley Wallblake Intl

ORDAXA

Chicago O'Hare Intl

Tue 11/10

6:59 am-5:05 pm

1 stop8h 06m

The Valley Wallblake Intl

Tue 11/17

5:45 pm-8:00 am

1 stop16h 15m

$646

ChicagoThe Valley

ORD Chicago O'Hare Intl - AXA The Valley Wallblake Intl

ORDAXA

Chicago O'Hare Intl

Tue 12/8

7:50 pm-2:54 pm

1 stop17h 04m

The Valley Wallblake Intl

Tue 12/15

3:34 pm-12:53 am

1 stop11h 19m

$646

ChicagoThe Valley

ORD Chicago O'Hare Intl - AXA The Valley Wallblake Intl

ORDAXA

Chicago O'Hare Intl

Tue 12/8

7:50 pm-2:57 pm

1 stop17h 07m

The Valley Wallblake Intl

Tue 12/15

3:37 pm-12:44 am

1 stop11h 07m

$646

ChicagoThe Valley

ORD Chicago O'Hare Intl - AXA The Valley Wallblake Intl

ORDAXA

Chicago O'Hare Intl

Tue 12/8

9:06 pm-2:57 pm

2 stops15h 51m

The Valley Wallblake Intl

Tue 12/15

5:45 pm-7:27 am

2 stops15h 42m

$651

ChicagoThe Valley

ORD Chicago O'Hare Intl - AXA The Valley Wallblake Intl

ORDAXA

Chicago O'Hare Intl

Wed 1/13

7:00 am-4:55 pm

1 stop7h 55m

The Valley Wallblake Intl

Wed 1/20

5:35 pm-9:30 am

1 stop17h 55m

$651

ChicagoThe Valley

ORD Chicago O'Hare Intl - AXA The Valley Wallblake Intl

ORDAXA

Chicago O'Hare Intl

Tue 11/10

6:59 am-5:05 pm

1 stop8h 06m

The Valley Wallblake Intl

Tue 11/17

5:45 pm-9:00 am

2 stops17h 15m

$651

ChicagoThe Valley

ORD Chicago O'Hare Intl - AXA The Valley Wallblake Intl

ORDAXA

Chicago O'Hare Intl

Tue 12/8

9:06 pm-2:54 pm

2 stops15h 48m

The Valley Wallblake Intl

Tue 12/15

5:39 pm-12:53 am

1 stop9h 14m

$651

ChicagoThe Valley

ORD Chicago O'Hare Intl - AXA The Valley Wallblake Intl

ORDAXA

Chicago O'Hare Intl

Tue 11/10

8:45 am-2:25 pm

3 stops27h 40m

The Valley Wallblake Intl

Tue 11/17

3:30 pm-5:03 pm

3 stops27h 33m

$1,091

ChicagoThe Valley

ORD Chicago O'Hare Intl - AXA The Valley Wallblake Intl

ORDAXA

Chicago O'Hare Intl

Mon 1/25

7:50 pm-5:35 pm

2 stops19h 45m

The Valley Wallblake Intl

Thu 1/28

9:46 am-7:05 pm

2 stops11h 19m

$1,678

ChicagoThe Valley

ORD Chicago O'Hare Intl - AXA The Valley Wallblake Intl

ORDAXA

Chicago O'Hare Intl

Mon 1/25

9:20 pm-5:35 pm

2 stops18h 15m

The Valley Wallblake Intl

Thu 1/28

9:46 am-6:45 pm

1 stop10h 59m

$1,678

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

How to get the cheapest flight ticket from Illinois to Anguilla

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest airline that flies from Illinois to Anguilla?

American Airlines is the most popular carrier operating from Illinois to Anguilla

Cheap Illinois to Anguilla flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Illinois to Anguilla

Best Price Found	$430
Fastest flight time	21h 20m
Direct flights	None

The best one-way flight to Anguilla from Illinois in the past 72 hours is $430. The best round-trip flight deal from Illinois to Anguilla found on momondo in the last 72 hours is $646.

The fastest flight from Illinois to Anguilla takes 21h 20m

There are no direct flights from Illinois to Anguilla. There are no popular flight routes from Illinois to Anguilla.

Search flight deals

Frequently asked questions about flying from Illinois to Anguilla

When did momondo last update prices for flights from Illinois to Anguilla?
Prices for flights from Illinois to Anguilla refresh daily.
How many operators does momondo search for flights from Illinois to Anguilla?
As of October 2026, there is 1 operator available to choose from for flights from Illinois to Anguilla.
How old do you have to be to fly from Illinois to Anguilla?
Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Illinois to Anguilla.
What documentation or ID do you need to fly to Anguilla?
The required travel and health documents for your Anguilla trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Anguilla. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

Best airlines flying from Illinois to Anguilla

Compare and see reviews for airlines that fly from Illinois to Anguilla with momondo

Airline	Rating	Free Cancellation	Price
American Airlines	PriceFrom $529	Free Cancellation	Rating 7.0 12,096 reviews		Search American Airlines flights

Why use momondo?

Why should I use momondo to find a flight deal from Illinois to Anguilla?

It is quick and easy to find Illinois to Anguilla flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Anguilla that suits you.

Can I find flights from Illinois to Anguilla with flexible booking policies on momondo?

All flight searches from Illinois to Anguilla on momondo can be filtered to show those which offer flexible booking policies.

How can momondo help me find flights from Illinois to Anguilla?

momondo provides multiple filters to help you find the best flight to Anguilla from Illinois. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

I’m not ready to book a flight from Illinois to Anguilla right now. Can momondo alert me if prices change?

Price alerts on flights to Anguilla from Illinois are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.

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Flights to The Valleyfrom $608

Cheap flights from Illinois to Anguilla from $430

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Illinois to Anguilla departing on 3/21. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

Find the cheapest flights from Illinois to Anguilla

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Big names and deals

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Filter for what you want

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American Airlines flights from Illinois to Anguilla

Our best American Airlines deals on Illinois to Anguilla flight tickets

United Airlines flights from Illinois to Anguilla

Our best United Airlines deals on Illinois to Anguilla flight tickets

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How to get the cheapest flight ticket from Illinois to Anguilla

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Cheap Illinois to Anguilla flight deals and tips

Best Price Found

Fastest flight time

Direct flights

Frequently asked questions about flying from Illinois to Anguilla

Best airlines flying from Illinois to Anguilla

Compare and see reviews for airlines that fly from Illinois to Anguilla with momondo

Why use momondo?

An easier way to manage your Anguilla trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

Find better results for your trip to Anguilla

Popular cities in Anguilla

Popular flights according to clicks in the last 7 days on momondo

Illinois flight routes

According to popular flight searches on momondo this year

Anguilla flight routes

According to popular flight searches on momondo this year

Fly your favorite airline to Anguilla

Airlines are sorted and displayed according to clicks in the past 7 days on momondo

Cabin classes currently available on flights to Anguilla

List of cabin classes available on flights landing in Anguilla. Availability may vary depending on flight origin and airline.

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According to popular flight searches on momondo this year